| Zimbabwe Premier Soccer League | 2023/11/26 13:00 | Highlanders FC v Ngezi Platinum FC | W | 1-0 |
| Zimbabwe Premier Soccer League | 2023/11/19 12:00 | Manica Diamonds FC v Highlanders FC | L | 2-0 |
| Zimbabwe Premier Soccer League | 2023/11/12 13:00 | Highlanders FC v Herentals FC | W | 2-1 |
| Zimbabwe Premier Soccer League | 2023/11/09 13:00 | Triangle United v Highlanders FC | L | 1-0 |
| Zimbabwe Premier Soccer League | 2023/11/05 13:00 | Highlanders FC v CAPS United | D | 1-1 |
| Zimbabwe Premier Soccer League | 2023/10/22 13:00 | Highlanders FC v Bulawayo Chiefs FC | D | 0-0 |
| Zimbabwe Premier Soccer League | 2023/10/18 13:00 | Green Fuel v Highlanders FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2023/10/15 13:00 | Highlanders FC v Cranborne Bullets FC | D | 0-0 |